6-Hydroxy-1,3-dimethoxy-7-methylanthracene-9,10-dione

Details

• Internal ID: 11b3070c-e561-4cb2-9597-2d86ef5fd62a
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 6-hydroxy-1,3-dimethoxy-7-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C=C1O)C(=O)C3=C(C2=O)C(=CC(=C3)OC)OC
• SMILES (Isomeric): CC1=CC2=C(C=C1O)C(=O)C3=C(C2=O)C(=CC(=C3)OC)OC
• InChI: InChI=1S/C17H14O5/c1-8-4-10-11(7-13(8)18)16(19)12-5-9(21-2)6-14(22-3)15(12)17(10)20/h4-7,18H,1-3H3
• InChI Key: GIRIDEAJDHKWPT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.6585	65.85%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8475	84.75%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7050	70.50%
P-glycoprotein inhibitior	-	0.7369	73.69%
P-glycoprotein substrate	-	0.9513	95.13%
CYP3A4 substrate	-	0.5166	51.66%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.8063	80.63%
CYP2C9 inhibition	-	0.9388	93.88%
CYP2C19 inhibition	-	0.9099	90.99%
CYP2D6 inhibition	-	0.8949	89.49%
CYP1A2 inhibition	+	0.9377	93.77%
CYP2C8 inhibition	-	0.7413	74.13%
CYP inhibitory promiscuity	-	0.7286	72.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8029	80.29%
Carcinogenicity (trinary)	Non-required	0.5692	56.92%
Eye corrosion	-	0.9871	98.71%
Eye irritation	+	0.9308	93.08%
Skin irritation	-	0.7220	72.20%
Skin corrosion	-	0.9835	98.35%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7957	79.57%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	+	0.5357	53.57%
skin sensitisation	-	0.9605	96.05%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7204	72.04%
Acute Oral Toxicity (c)	II	0.7333	73.33%
Estrogen receptor binding	+	0.8868	88.68%
Androgen receptor binding	+	0.6477	64.77%
Thyroid receptor binding	+	0.5641	56.41%
Glucocorticoid receptor binding	+	0.8358	83.58%
Aromatase binding	+	0.6919	69.19%
PPAR gamma	+	0.7528	75.28%
Honey bee toxicity	-	0.9255	92.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9836	98.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.01%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.86%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.51%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.84%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.21%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.16%	89.00%
CHEMBL2535	P11166	Glucose transporter	85.96%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.24%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	84.89%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.81%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.84%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.84%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.69%	96.00%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 85665167
• LOTUS: LTS0247880
• wikiData: Q105009164